2-(difluoromethyl)-5-(1-methylpyrrolidin-2-yl)pyridine | 1355729-46-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(difluoromethyl)-5-(1-methylpyrrolidin-2-yl)pyridine
• 英文别名: 2-(Difluoromethyl)-5-(1-methylpyrrolidin-2-yl)pyridine
• CAS: 1355729-46-2
• 化学式: C₁₁H₁₄F₂N₂
• 分子量: 212.242
• InChiKey: HSIDOGLSIYBTDY-UHFFFAOYSA-N

物化性质

• 沸点：
  267.5±40.0 °C(Predicted)
• 密度：
  1.146±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  16.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  bis(((difluoromethyl)sulfinyl)oxy)zinc 、 (+/-)-尼古丁 在 叔丁基过氧化氢 、 三氟乙酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 24.0h， 以36%的产率得到2-(difluoromethyl)-5-(1-methylpyrrolidin-2-yl)pyridine
  参考文献：
  名称：

  [EN] DIFLUOROMETHYLATION OF UNSATURATED COMPOUNDS
  [FR] DIFLUOROMÉTHYLATION DE COMPOSÉS INSATURÉS

  摘要：

  一种用于执行不饱和化合物和含环氮芳香化合物的二氟甲基化反应的试剂，以及一种锌二氟甲磺酸酯，以及制造该试剂的方法及其用途。

  公开号：

  WO2013082028A1

文献信息

• [EN] CATALYST-FREE AND REDOX-NEUTRAL INNATE TRIFLUOROMETHYLATION AND ALKYLATION OF (HETERO)AROMATICS ENABLED BY LIGHT<br/>[FR] TRIFLUOROMÉTHYLATION INNÉE EXEMPTE DE CATALYSEUR ET NEUTRE À L'OXYDORÉDUCTION, ET ALKYLATION DE COMPOSÉS (HÉTÉRO)AROMATIQUES ACTIVÉS PAR LA LUMIÈRE
  申请人：THE ROYAL INSTITUTION FOR THE ADVANCEMENT OF LEARNING/MCGILL UNIV

  公开号：WO2019060998A1

  公开（公告）日：2019-04-04

  The present disclosure relates to reagents and method for performing trifluoromethylation, difluoromethylation or alkylation of aromatic or heteroaromatic rings in a redox-neutral manner without any catalyst which are enabled by light. In addition, there are methods for synthesizing the starting reagents used in the trifluoromethylation, difluoromethylation or alkylation reactions.

  本公开涉及一种在无需任何催化剂的情况下通过光启动对芳香或杂环芳香环进行三氟甲基化、二氟甲基化或烷基化的试剂和方法。此外，还有用于合成进行三氟甲基化、二氟甲基化或烷基化反应中所使用的起始试剂的方法。
• Difluoromethylation Of Unsaturated Compounds
  申请人：The Scripps Research Institute

  公开号：US20150011760A1

  公开（公告）日：2015-01-08

  A reagent for carrying out a difluoromethylation reaction of unsaturated compounds and ring-nitrogen-containing aromatic compounds, a zinc difluoro-methanesulfinate, as well as a method for making the reagent and a method for its use are disclosed.

  本发明公开了一种用于进行不饱和化合物和环氮含芳香化合物的二氟甲基化反应的试剂，即锌二氟甲基磺酰亚胺，以及制备该试剂的方法和使用该试剂的方法。
• A New Reagent for Direct Difluoromethylation
  作者：Yuta Fujiwara、Janice A. Dixon、Rodrigo A. Rodriguez、Ryan D. Baxter、Darryl D. Dixon、Michael R. Collins、Donna G. Blackmond、Phil S. Baran

  DOI：10.1021/ja211422g

  日期：2012.1.25

  Molecular scaffolds containing alkylfluorine substituents are desired in many areas of chemical research from materials to pharmaceuticals. Herein, we report the invention of a new reagent (Zn(SO2CF2H)(2), DFMS) for the innate difluoromethylation of organic substrates via a radical process. This mild, operationally simple, chemoselective, and scalable difluoromethylation method is compatible with a range of nitrogen-containing heteroarene substrates of varying complexity as well as select classes of conjugated pi-systems and thiols. Regiochemical comparisons suggest that the CF2H radical generated from the new reagent possesses nucleophilic character.
• DIFLUOROMETHYLATION OF UNSATURATED COMPOUNDS
  申请人：The Scripps Research Institute

  公开号：EP2785723A1

  公开（公告）日：2014-10-08
• CATALYST-FREE AND REDOX-NEUTRAL INNATE TRIFLUOROMETHYLATION AND ALKYLATION OF (HETERO)AROMATICS ENABLED BY LIGHT
  申请人：THE ROYAL INSTITUTION FOR THE ADVANCEMENT OF LEARNING/MCGILL UNIVERSITY

  公开号：US20200216430A1

  公开（公告）日：2020-07-09

  The present disclosure relates to reagents and method for performing trifluoromethylation, difluoromethylation or alkylation of aromatic or heteroaromatic rings in a redox-neutral manner without any catalyst which are enabled by light. In addition, there are methods for synthesizing the starting reagents used in the trifluoromethylation, difluoromethylation or alkylation reactions.